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I'm not a Apple lover or a Windows lover (as you both know) but I will say something about Android based phones.

The "normal" inDUHvidual wants a button to push to update the phone (ala Iphone).

What do you mean by "update the phone"?

If you're talking about a new version of the OS, apparently pushing a button is too much work - it updates automatically, and turning that feature off (desirable if, say, you've rooted the phone, because some vendors unroot and block the most popular rooting exploit with each update) is actually mildly difficult.

If you're talking about something else, I have a bunch of stuff syncing between two Android devices and my Windows PC on a regular basis. Unfortunately there's this big push for "cloud computing" spread across the planet - if I wanted to do exactly the same thing using *someone else's server* I have a choice of I think five dozen apps that will each do the job all on its own (the main difference being whose server I use), but to do it all by myself (not using someone else's server) takes an app on the Android devices to make the connection possible, another app on the Android devices so I can manually initiate sync, and an app on the Windows devices for manual initiation and scheduled sync.
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